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This study examined the influence of teachers' workload on their work attitudes. A special emphasis was placed on the mediating roles of job dissatisfaction and work stress in high- and low-performing OECD countries. Multivariate statistics and structural equation modeling were employed to analyze the data. The findings revealed that teachers in high-performing countries, compared to those in low-performing countries, had relatively lower subjective well-being scores and relatively higher workload, work stress, and job dissatisfaction scores. Teachers’ workload had a direct and mediating negative influence on their subjective well-being, stress, and job dissatisfaction. The findings would provide policymakers and practicing educational leaders with valuable insights into the multifaceted effects of teachers' workloads on their well-being and other work-related attitudes.